Patent DE-102012012772-A1 (DE)
Title: Use of substituted anthra(2,1,9-def;6,5,10-d'e'f')diisoquinoline-1,3,8,10-tetraone derivatives e.g. for fluorescence encoding of macromolecular substances, and encoding polymeric materials for sorted separation for recycling
Inventor: LANGHALS HEINZ
IPC: C09B5/62
Filed: 2012-06-22
Abstract: Use of substituted anthra[2,1,9-def;6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetraone derivatives (I) for fluorescence encoding of macromolecular substances for their unique identification, is claimed. Use of substituted anthra[2,1,9-def;6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetraone derivatives of formula (I) for fluorescence encoding of macromolecular substances for their unique identification, is claimed. R1-R9 : at least 1-not > 37C linear alkyl (in which 1-10 CH 2 units are optionally replaced by Z, where up to 12 individual H of CH 2 units on same C are optionally replaced by halo (preferably F, Cl, Br or I), CN or up to 18C linear alkyl (in which 1-6 CH 2 units are optionally replaced by Z, where up to 12 individual H of CH 2 units on same C, are optionally replaced by halo (preferably F, Cl, Br or I), CN or up to 18C linear alkyl (in which 1-6 CH 2 units are optionally replaced by Z)), where instead of carrying substituents, free valences of methine or quaternary C are bonded in pairs to form rings, preferably cyclohexane), H or halo (preferably F, Cl, Br or I); R9-R18 : at least 1-not > 37C linear alkyl (in which 1-10 CH 2 units are optionally replaced by Z, where up to 12 individual H of CH 2 units on same C are optionally replaced by halo (preferably F, Cl, Br or I), CN or up to 18C linear alkyl (in which 1-6 CH 2 units are optionally replaced by Z, where up to 12 individual H of CH 2 units on same C, are optionally replaced by halo (preferably F, Cl, Br or I), CN or up to 18C linear alkyl (in which 1-6 CH 2 units are optionally replaced by Z)), where instead of carrying substituents, free valences of methine or quaternary C are bonded in pairs to form rings, preferably cyclohexane) or H; and Z : carbonyl, O, S, Se, Te, cis- or trans CH=CH (in which 1 CH unit is optionally replaced by N), acetylenic CC, 1,2-, 1,3- or 1,4-disubstituted phenyl, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3,5-disubstituted pyridinyl, 2,3-, 2,4-, 2,5- or 3,4-disubstituted thiophenyl, 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 2,3-, 2,6- or 2,7-disubstituted naphthalenyl (in which 1 or 2 carbon atoms are optionally replaced by N) or 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-disubstituted anthracenyl (in which 1 or 2 carbon atoms are optionally replaced by N). Independent claims are also included for: (1) use of terrylene tetracarboxylic acid bisimide compounds of formula (II) for fluorescence encoding; (2) use of perylene-3,4,9,10-tetracarboxylic acid derivatives of formula (III) for fluorescence encoding; (3) use of perylene tetracarboxylic acid derivatives of formula (IV) for fluorescence encoding; (4) use of perylene tetracarboxylic acid derivatives of formula (V) for fluorescence encoding; and (5) carrying out fluorescence encoding of macromolecular substances, preferably polymer material, comprising introducing (I)-(v) in less concentrations, preferably1 ppb-100 ppm, preferably 1-100 ppb into polymer material and detecting by fluorescence of the polymer material, where the detection is carried out using wavelength dependence of the fluorescence. [Image] [Image] [Image] [Image] [Image].